[(1R)-1-[(1S,3aR,4R,7aS)-4-hydroxy-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-inden-1-yl]-2-methylpropyl] acetate

Details

• Internal ID: 0b216409-f954-404d-8931-e6f82ba19293
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R)-1-[(1S,3aR,4R,7aS)-4-hydroxy-3a-methyl-7-methylidene-2,3,4,5,6,7a-hexahydro-1H-inden-1-yl]-2-methylpropyl] acetate
• InChI: InChI=1S/C17H28O3/c1-10(2)16(20-12(4)18)13-8-9-17(5)14(19)7-6-11(3)15(13)17/h10,13-16,19H,3,6-9H2,1-2,4-5H3/t13-,14+,15+,16+,17-/m0/s1
• InChI Key: JBWDKPXUKXFCCJ-UTSKFRMZSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.40 g/mol
• Exact Mass: 280.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.5585	55.85%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8133	81.33%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.9224	92.24%
OATP1B3 inhibitior	-	0.2545	25.45%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8380	83.80%
P-glycoprotein inhibitior	-	0.7580	75.80%
P-glycoprotein substrate	-	0.8513	85.13%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8018	80.18%
CYP2C9 inhibition	-	0.7405	74.05%
CYP2C19 inhibition	-	0.7477	74.77%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.8099	80.99%
CYP2C8 inhibition	-	0.8333	83.33%
CYP inhibitory promiscuity	-	0.9075	90.75%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5581	55.81%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8424	84.24%
Skin irritation	+	0.7103	71.03%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	-	0.8323	83.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5980	59.80%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5133	51.33%
skin sensitisation	+	0.5076	50.76%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6419	64.19%
Acute Oral Toxicity (c)	III	0.6304	63.04%
Estrogen receptor binding	+	0.6887	68.87%
Androgen receptor binding	+	0.6722	67.22%
Thyroid receptor binding	+	0.5223	52.23%
Glucocorticoid receptor binding	+	0.6544	65.44%
Aromatase binding	-	0.6262	62.62%
PPAR gamma	-	0.6182	61.82%
Honey bee toxicity	-	0.7937	79.37%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.49%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.69%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.23%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.94%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	85.64%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.36%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	85.16%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.86%	96.38%
CHEMBL1937	Q92769	Histone deacetylase 2	83.62%	94.75%
CHEMBL5028	O14672	ADAM10	83.59%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.14%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.30%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 46872214
• LOTUS: LTS0271780
• wikiData: Q105124612